Woodbury CT Real Estate & Homes for Sale

Come and enjoy this wonderful four bedroom home located within walking distance to Main Street through the field and down a little road to the post office, grocery store, community theater, schools, library, community center, antique shops and so much more. With the shortest of drives to Main Street enjoy the great restaurants, hiking trails, Hollow Park, Orenaug Park with a tower overlooking the town, outdoor and indoor concerts, playgrounds and sidewalks throughout Main Street. This home has hardwood throughout the first floor with a welcoming combined kitchen and family room with fireplace leading out through double doors to an 40' Trex deck and hot tub. The level screened back yard includes an Amish cottage style storage shed with electricity and beautiful flowering bushes lining the property line. See the list of attached upgrades . The heated carpeted basement room is ideal as a playroom, exercise or craft room. The owner has maintained and upgraded this home. It is truly move in ready! Located only 10 minutes to I-84, 30 minutes to the train and 1 1/2 hr by car to NYC. Readers Digest again named Woodbury the best small town in Connecticut and the Sunday New York Times featured Woodbury in the Living In section as Peace, Quaint Beauty and a Sense of History.

Welcome to 9 Wintergreen Court, a wonderful Townhouse home nestled in the heart of Woodbury's "Woodlake" community. This End Unit home features 5 rooms that include 2 generously sized bedrooms including a primary bedroom with full bath, all freshly painted and new carpeting. Main level is home to an oversized, open style living room / family room with a wood burning fireplace and sliding doors to a private side deck, since it is a true end unit. Family room is open to the dining room with a cutout into the kitchen for that open feeling and convenience. Mail level and cabinetry boast fresh paint, as well. Full basement has tall ceilings just awaiting for someone to finish off and create another 600 SF of living space. New digital hot water heater. City water and city sewer make this condo style living maintenance and worry free and central air will keep cool when needed. Manicured grounds with plenty of landscape make you feel like you are out in the country. This unit has 2 reserved parking spots and plenty of Visitor Parking, as well. Don't forget about Woodlake where you can beach, boat, kayak, and fish. Tennis anyone? Yes there is tennis, too. Here is your chance to life a carefree lifestyle out in the country that's just a short jaunt to Woodbury Center, Rte 6, Rt172, and easy access to I-84 and Southbury Center. HOA fees include all the grounds maintenance, lawn, snow, trash, water, and sewer.

Stunning New Construction in Woodbury. This 4 bedroom, 2.5 bathroom, 2 car garage colonial is ready for you to call it home! Beautiful flat and secluded lot gives you total privacy, while still a stone's throw away from all the stores and entertainment Woodbury has to offer. As soon as you drive in, the board and batten siding and the front porch with metal roof instantly attract your attention. This home has an open concept kitchen, dining and living areas, with hardwood floors and nine ft ceilings. The kitchen has black stainless steel appliances, white quartz countertops, a generous size island and a walk in pantry! The dining area is spacious, with a sliding door to the composite deck. In the family room, you will find plenty of windows and a propane fireplace with granite hearth, and the adjacent formal living room, or studio. In the lower level you will also find an office next to the main entrance. Make your way upstairs to the spacious primary bedroom, with its bathroom suite (including a free standing tub), as well as a double walk in closet with custom cabinetry. The remaining three bedrooms are generously sized, with another full bathroom (with tiled tub surround). The days of carrying laundry up and down steps are over, with your full size laundry room in the upper level. In the lower level, you will find a two car garage, high ceilings, and an unfinished basement that could potentially be finished (already prepared with egress windows and a walk out).

Beautifully updated 3 Bedroom, 3 Bath Ranch on a fabulous lot with Westerly views! Inviting double doors lead you into the tiled entryway and an expansive sunken Living Room boasting a large fireplace with woodburning insert for cozy evenings and beamed cathedral ceiling. The generous and undated Eat-in Kitchen is open to the Dining Room and offers custom white cabinetry, Quartz counters, new appliances, an island and breakfast bar both w seating, large windows and easy access to the 2 car garage and yard. Down the hall you will find the Primary Bedroom Suite w large windows looking out on a lovely view, a walk-in closet, and attached full Bath. Two additional Bedrooms and a Hall Bath are also located in this area of the home. The Hall Bathroom has the laundry, 3 sinks and private bathing area. The nicely finished lower level offers a flexible floor plan w good ceiling height. A Family Room w wet bar, fireplace and walk out to the patio make this a great space for family entertaining. There are 3 additional rooms and a full bath located in the lower level along with a generous 5' high crawl space for all your storage needs. 2 enclosed porches are heated for additional space. The 2+ acre property boasts an inground Gunite pool with pool house and solar cover. Seller owned solar panels, generator switch, Renewal by Anderson windows in main level, Nest thermostats with zones, central vac, central air, new flooring throughout, updated electrical. Great location for commuters!

A rare find in Woodbury; a sprawling 5-bedroom home accompanied by a legal in-law apartment, designed for harmonious multi-generational living. Nestled at the end of a quiet dead-end road, this raised ranch is set upon a wooded 4-acre lot, offering picturesque seasonal views of a Reichenback Pond. The heart of the home boasts an inviting open floor plan, highlighted by a maple wood kitchen with an expansive center island that seamlessly connects to the spacious living and dining areas. With three bedrooms and two full baths, comfort is paramount. Meanwhile, the legal in-law apartment, with its separate ground-level entrance, provides a private sanctuary complete with its own kitchen, living space, and two cozy bedrooms. Each dwelling enjoys its own outdoor deck/patio, while sharing the convenience of a common laundry area. Ideally positioned within a mere 5-minute drive from four town centers and a quick 10-minute jaunt to major routes. This property promises exceptional value but also an abundance of living space tailored to modern family needs.

Visit Soon! The Boston Globe, Readers Digest etc., voted Woodbury the Best Small Town in Connecticut! East or West: The Commute to I84 is easy! The condo sits in a lovely location, and although dated, your talent and vision, will make it your showplace! The Fireplace is permitted and working...The Fireplace service inspection from 2023 heating season is attached to the Residential Property Disclosure. Annual Town of Woodbury Taxes are: $2155.00+/ -.Monthly HOA is: $360.72. HOA handles On-site maintenance/management: carpentry services, roofing, decking, painting, landcare and snow shoveling, Pest control, insurance etc. The Woodlake Qtrly Tax $770.31 pays for Municipal services provided by Woodlake. Sewer, Water, Roads, Trash removal, Common Lighting, Pond Maintenance, Snow plowing, sand & ice-melt product, fire-hydrants, etc. Check with your accountant for Tax Deductions. Stated fees may change with a new F/y budget to be determined for July 1st 2024. Plan to dine in one of the many lovely restaurants Woodbury offers..many featuring farm to table cuisine. Enjoy a bakery sweet-treat and visit antique shops, boutiques, garden centers, Flanders Nature Center, The Glebe House Museum, Woodbury's Winery. Enjoy the Playground area atHollow Park, picnic by the Pomperaug River, (Or Woodlake Park) Check out the Learning Center, Ballet studio and nearby Lake Quassapaug Park! Much to do: keeping folks amused and happy. Don't miss this opportunity to own a condo in Woodbury

Welcome to 130 Sage Rd, a stunning property located in the heart of Woodbury with 3 bedrooms and 3 bathrooms spread across this sprawling ranch . As you step inside, you'll be greeted by an inviting foyer that leads into a spacious living room, complete with a cozy fireplace and large windows that let in plenty of natural light. Large EIK with a built-in breakfast nook. The adjacent dining area is perfect for hosting family dinners or entertaining guests. On the main level, you'll find the luxurious primary suite, featuring a spa-like bathroom and walk-in closet. The finished lower level provides even more space for relaxation or recreation, with a large family room, jacuzzi and plenty of storage. Outside, the lush landscaping and expansive patio provide the perfect setting for outdoor gatherings and enjoying the beautiful New England scenery. Great home to convert into an in-law set up or an accessory apartment with separate entrances to the home from the garages. To include a fully functional greenhouse for those gardening lovers. With its convenient location and luxurious amenities, this property is sure to impress. Don't miss your chance to make it your own!

Wonderful Woodlake! The home is nestled in the beautiful natural grounds while you get to live worry-free. Walk out your door to nature trails or canoe, kayak, and fish on the peaceful lake. Bike, jog or play basketball or tennis all in your neighborhood. Have a picnic at the lakeside tables or gazebo or enjoy the playground. Brookfield Glass has been hired to replace windows with blown seals by the end of the month. Two bedroom and 2 1/2 baths home is just right. Out every window, you see trees and sky! Granite countertops and stainless appliances bring together a special kitchen. The dining area and open-concept living room feature a wood stove for cozy relaxation. Half bath conveniently located on the main level. Two decks to enjoy the great outdoors! Walkout basement for the extra space you need with easy access! Vaulted ceilings give the two spacious bedrooms character and two full baths on the upper level. Antique shops, restaurants, historical sites, movie theaters, shopping, and more are nearby. Lakes, rivers, horseback riding, strawberry picking, farm markets, and more nearby.Easy commute with easy access to highways.

If you have been searching for the perfect new construction with Master on the first floor nestled in a quaint New England setting, this lovely ranch is the best of both worlds. This home is just 90 minutes from New York City and 45 minutes from either New Haven or Hartford. Don't miss this opportunity new construction in very desirable location in lovely Woodbury.Move in to your ultimate dream home in this tranquil setting but be still relatively close to all highways, town, and all the amenities. This state of the art 4 bedroom, 2 full/1 half bath home is built to perfection,the ideal blend of high quality craftsmanship with a high-end transitional finishes. Well thought out floor plan with large rooms and open concept living. Spectacular chef's kitchen with high end appliances, large center island all open to family room and dinning room,just fabulously designed for modern life style. Large master bedroom suite with walk-in closets, and opulent master bath. Home is almost ready to move in and could be delivered in just couple weeks.Exceptional Home By CORBO.

Sweet in town Victorian. Owner has removed old carpet and refinished floors upstairs, new interior paint, New lighting fixtures in entry and dining room. Remodeled main bath. Custom built closet in bedroom, updated landscaping. Just a minute to Main St with shopping, library, post office, restaurants, coffee shoppes and parks accessible via sidewalks.

1914 Foursquare Farmhouse on 3.5 rolling acres with Barn. 3 Bedrooms, 2.1 baths. The residence, which is set up on a knoll away from the road, has spacious rooms and large windows that flood the house with sunlight. Period Arts & Crafts interior detail is evident throughout including leaded glass windows and stairway bannisters. Newer decorative wooden brackets were added in the kitchen and primary bath. Beautifully maintained hardwood floors throughout. Matching new floors were added recently in the kitchen; all original floors were restored upstairs and down. ATTIC: this massive space could be a lofty studio. 14KW Kohler GENERATOR; water filter system. NEW FURNACE Dec. 2023. Major high quality renovation and kitchen wing added in 1980s. Classic columned front porch and large rear deck provide privacy from which to enjoy the bucolic setting.The Barn is yours to decide how it will be used and includes an adjacent charming, small Milk House in the same architectural style as the house. Rural setting conveniently located between the centers of Woodbury and Washington. A gem from another era!

Showcasing the splendor of its glory years in the heart of Woodbury's cherished Hotchkissville Historic District, this magnificent 1830 Greek Revival home - The Reuben J. Allen House - features a stunning, fully custom, hand-crafted master kitchen with a walk-in pantry, exquisitely restored original elements throughout the home, a full-floor master bedroom retreat with an en-suite bathroom and walk-in closet, four additional spacious bedrooms, abundant storage, bathrooms on every floor, a laundry room with custom cabinetry, a mud room, a large attached garage with a workbench and extensive shelving, a living room, parlor and dining room with two fireplaces perfectly suited for entertaining, and attention to artistic detail around every corner. Great care has also been taken to improve the infrastructure of the home, including the addition of all new plumbing, a new high-efficiency propane furnace, a new six-bedroom septic system (also a potential expansion opportunity), a new hot water tank, a new well, a new water softener and filtration system, all new appliances, including a 36-inch commercial gas range, all new siding, all new roofing, and new split-system heating and air conditioning in the master suite. In addition, the home's yard is expansive with flat open space for play, relaxing, and recreation. With Connecticut's famed Antiques Trail, shopping, parks, the town library, community centers, and much more all within walking distance or a short drive away, this

This Quaint Cluster of NEW HOMES to be built in a quiet and private setting comes just in time for spring market - WELCOME TO QUAIL RUN! 4 lots available in total. 1 on a common driveway shared with 1 other home and the other 3 are on a shared common driveway serving 4 total lots. This home is a CLASSIC EARLY NEW ENGLAND CAPE with primary suite on the main level and 2 bedrooms & loft up. TO BE BUILT on the shared common drive as 2 of 4. Set in Northern Woodbury just minutes off the beaten path, this quiet CUL DE SAC is perfect for buyers looking for PRIVACY WITHOUT ISOLATION. Enjoy your own little village of all new homes along with everything Woodbury has to offer from AWARD WINNING DINING to Flanders Nature Center or even shopping in THE ANTIQUE CAPITAL OF CT. All photos are examples of builders recent work and may contain upgrades. 10-12 month build time. Agent / Builder - ROFR.

This Quaint Cluster of NEW HOMES to be built in a quiet and private setting comes just in time for spring market - WELCOME TO QUAIL RUN! 4 lots available in total. 1 on a common driveway shared with 1 other home and the other 3 are on a shared common driveway serving 4 total lots. This home is a RANCH OFFERING ONE LEVEL LIVING and will be built on the shared common drive as 1 of 4. Set in Northern Woodbury just minutes off the beaten path, this quiet CUL DE SAC is perfect for buyers looking for PRIVACY WITHOUT ISOLATION. Enjoy your own little village of all new homes along with everything Woodbury has to offer from AWARD WINNING DINING to Flanders Nature Center or even shopping in THE ANTIQUE CAPITAL OF CT. All photos are examples of builders recent work and may contain upgrades. 10-12 month build time. Agent / Builder - ROFR.

Truly Special, Built to Last Litchfield County Property with almost 9 private acres, stunning freshwater pond, and gunite pool. The listing says 5733 sq feet, but when you add the functional mostly-finished basement, you're up to 8483 of useful living space. Main floor primary suite and flexible layout throughout. Like guests? This is your house. Current owners use as a 7 Bedroom, 4 full+2 half Bathrooms. Soaring ceiling heights throughout, including a jumbo family room and separate living room with stone fireplace. Impressive & functional design. Elevated house site with panoramic views of your private swimming pond and scenic hills in the distance. Solid construction with Solar, Tesla Home Batteries, Geothermal Cooling & Heating, whole house generator, cedar shake roof, and insulated Green Block concrete. This house is set up to weather the storm and be off the grid for 6 months or more. All this and very low taxes with almost 3 acres falling under PA490 (forest land). Owner has created two separate nature areas with one holding fruit trees and a mini-vineyard, and the other a truly unique walking path with stone walls and almost 1000 new plantings. Three outbuildings, including a chicken coop. Historic Woodbury is about 90 minutes from NYC, 20 minutes to Washington Depot and Roxbury, with a historic town and the best amenity in the area: New Morning Market. Intrigued yet? You've got to see this one in person

If you have been searching for the perfect new construction with Master on the first floor nestled in a quaint New England setting, this lovely ranch is the best of both worlds. This home is just 90 minutes from New York City and 45 minutes from either New Haven or Hartford. Don't miss this opportunity new construction in very desirable location in lovely Woodbury.Move in to your ultimate dream home in this tranquil setting but be still relatively close to all highways, town, and all the amenities. This state of the art 4 bedroom, 2 full/1 half bath home is built to perfection,the ideal blend of high quality craftsmanship with a high-end transitional finishes. Well thought out floor plan with large rooms and open concept living. Spectacular chef's kitchen with high end appliances, large center island all open to family room and dinning room,just fabulously designed for modern life style. Large master bedroom suite with walk-in closets, and opulent master bath. Home is almost ready to move in and could be delivered in just couple weeks.Exceptional Home By CORBO.

This home is perfectly configured for entertaining a variety of lifestyles. With 9000 plus sf, this Colonial offers a life-style to be desired. It's nestled on one of the highest elevation points in Woodbury that takes full advantage of the beautiful naturistic views. Among the incredible architectural design features awaits an incredible kitchen equipped high end appliances. Upstairs you will find 3 large bedrooms with full baths and hardwood floors and a private main bedroom suite. Over the heated 3 car garage is a separate entrance studio suite. The main level apartment that could be used for guest or in-laws that offers the amenities of a full kitchen and bathroom. With a beautiful terrace and in-ground pool, the entertainment possibilities are endless. Do not walk property.

For the buyer who is looking for a traditional Turn-of-the-19th-Century Colonial style home loaded with Old World Charm and steps away from Main St South, providing for an ideal location off Main St but very close to it, allowing for a lovely short walk to Main St, this is the house for you! With some exterior TLC the exterior will sparkle like the interior does! From the moment you step onto the open front porch, you will feel the charm and fall in love with both the home and the location! The interior is accented with hardwood floors, high ceilings, beautiful woodwork throughout, original pocket doors for each of the common first floor rooms and a large walk-through pantry, with original cabinetry, connecting the kitchen to the dining room. The kitchen and both bathrooms have been completely renovated and marries the best of present day ammenities with the charm of yesteryear. The renovated kitchen shines with new cabinets, granite counters, farmers sink, tin ceiling, tile backsplash, stainless steel appliance pkg, pot filler faucet and hardwood floors. While the exterior needs some love, the mechanicals have been updated including the septic system (2005), furnace (2020), roof (2017), electric panel (2017) with 200 amp service. The plumbing has been roughed in to the walk-up attic should a future buyer choose to finish that area for additional living space. Seeing is falling in love so come see your new home!

Set amongst major estates on one of the best roads in Washington and bordered on 2 sides by Steeprock Land Trust. This barn style home has 3 bedrooms in the main house. The primary is on the main floor with en-suite bath. The silo hosts a 2 level bedroom/office/playroom suite which shares a hall bath with the 3rd bedroom/office. Plus there is a 4th bedroom for guests with its own bath and kitchenette above the 2 car garage. Kitchen opens to Family Room with views over the property and Dining nooks. The vaulted living room is truly spectacular, with built-ins, bar and exposed beam structure. The gorgeous stone terrace faces West overlooking the lawn, pool, and Mountain View's. Just minutes to town, farmer's market, and the Mayflower Spa. Access to the Washington town beach at Lake Waramaug. 10 minutes to Woodbury for addl fine dining and the area's only organic market. This property straddles the Washington/Woodbury town lines. Acreage shown is a combination of both properties. Total taxes are $8385

New Construction! Cozy new cape with front porch to be built in 2024. The interior provides an open floor plan, a primary bedroom on the main level, two car attached garage, and 2/3 bedrooms/office on the upper level. Hardwood floors throughout the first floor, tile in the bathrooms, and a large family room with propane fireplace. An excellent location within 10 minute to four town centers, 5 minutes to private and public golf courses, and 5 minutes to public and private schools. Call for details.

A rare opportunity to own a newer built home in Woodbury! A short drive from the town center is this 2015 3 bedroom, 2.5 baths custom-built Cape. Overlook and listen to the relaxing sounds of Sprain Brook while enjoying your morning coffee or while dining al-fresco on the rear Trek deck. Located on a quiet road, and just steps from the brook, look forward to peaceful walks alongside the brook or grab your fishing pole, no flood insurance required! The peace of this home's location cannot be underestimated nor will it disappear due to the conservation easement. Another valuable feature of this property is the 20 x 16 barn just off the driveway. Use it for additional storage or continue it as a workshop. Inside the home, you will find an inviting kitchen with center island, custom-built cabinetry, and pendant lights. Alongside the kitchen is formal dining room with pocket doors for added privacy. The living room showcases exposed beams, gas fireplace, plenty of room for entertaining and access to the back deck. Lastly, on the main level is the primary bedroom suite with walk-in closet, and full bath with stall shower. Upstairs two identical bedrooms share a full bath and have plenty of closet/storage space. The basement has immense finishing potential with a small kitchenette with granite countertops, and access to another deck! Seize on the opportunity to live in a newer home with no repairs needed for years, all in Reader's Digests most charming town in CT!

Opportunity knocks! 4.9 acres ! Three bedroom cape with main level in-law. Two car attached garage with storage above. Beautiful old barn, fruit trees and two ponds! Property is in an estate and being sold "AS IS-WHERE IS"

Get ready for summer! Enjoy the heated Gunite pool! A tranquil place to spend those hot summer days. This fabulous expanded contemporary cape is set in a private cul-de-sac location surrounded by Open Space. As you enter, you step into the main living space and it's soaring ceiling with a wall of windows. Imagine a 16' holiday tree in the corner. The room opens to the dining space and remodeled kitchen. Appliances include a 4 burner Wolf Range with griddle and grill, a Wolf wall oven, Sub-Zero refrigerator plus a under counter microwave. You are just a few steps out to the oversized deck for easy outdoor entertaining. There are two generous sized bedrooms and full bath on the main level. The upper level features the primary suite with a wall of deep closets and a spa like bath with a soaking tub, glass shower and beautiful tile. The 4th bedroom is currently used for an office with a wall of book shelves. The loft overlooks the main living area. Both levels boast beautiful hardwood floors. The family room is found on the lower level along with the laundry and mechanical room. It features a fireplace and built-ins. There is a 3 garage with plenty of room for extra storage. No worries about power outages. Included is a 22kW whole house generator. Property is fully fenced and ready for your homecoming!

An amazing opportunity to revitalize a Litchfield County classic destination into your very own dream home. All the bones are there waiting for your Vision. This property boasts multiple lots of record, structures, a residential two-bedroom apartment, a single bedroom apartment and 20 acres of Amazing Hillside. The options are endless. The main Adirondack-style lodge building offers an open concept with soaring ceilings and ample windows connecting to an expansive deck overlooking the property. The original wood stove used to warm the skiers and snowboarders is waiting to be fired back up during the cold, snowy winter. The lower level has bathroom facilities and additional space. The property consists of four lots of record totaling 20.62 acres. and offers a great opportunity to build your own residential compound, build another structure or work off what is already built.

"Ultimate Home for Car Collectors & Hobbyists: Your Dream Workshop Awaits!" Welcome to your dream property in the quaint town of Woodbury in picturesque Litchfield County. It combines the comforts of home with the amenities of a professional workshop and ample storage space. Whether you're a car enthusiast, hobbyist, or entrepreneur looking for a versatile space, this property offers endless possibilities as it can be your weekend get-a-way or year-round home. With its spacious garage, and zoning for owner-occupied businesses, it's the perfect blend of functionality and flexibility. Both garage and shop boast 16ft ceilings, each with overhead garage doors, and the shops' radiant heating system ensures a comfortable working environment during colder months. The single-family home with separate entrance provides a comfortable living space offering privacy and tranquility with views overlooking Three Rivers Park and its large partially finished basement may allow for expansion. Buyer will need approval of Zoning Commission if purchasing for an owner-occupied business. Agent is related to owner.